Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Cleveland from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cleveland departing on 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Chicago to Cleveland

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Cleveland that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Cleveland.

Cheap last minute flights

Planning a quick getaway from Chicago to Cleveland? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Cleveland, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Cleveland

Find recent round-trip train or bus tickets from Chicago to Cleveland.

All round-trip flight deals from Chicago to Cleveland

The cheapest plane tickets from Chicago to Cleveland found on KAYAK recently.
7:25 am - 8:07 pmMDW-CLE
11h 42m1 stop
6:15 am - 3:02 pmCLE-MDW
9h 47m1 stop
$110Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
12:02 pm - 8:50 pmORD-CLE
7h 48m1 stop
9:10 am - 4:38 pmCLE-ORD
8h 28m1 stop
$110Frontier
Find Deal
Tue, Mar 11 - Wed, Mar 12
7:10 am - 3:29 pmORD-CLE
7h 19m1 stop
4:57 pm - 10:40 amCLE-ORD
18h 43m1 stop
$152Spirit Airlines
Find Deal
Thu, Feb 20 - Mon, Feb 24
8:05 am - 10:28 amORD-CLE
1h 23mnonstop
6:50 am - 7:24 amCLE-ORD
1h 34mnonstop
$157American Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
9:30 am - 11:40 amMDW-CLE
1h 10mnonstop
6:35 am - 7:05 amCLE-MDW
1h 30mnonstop
$157Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
2:20 pm - 4:46 pmORD-CLE
1h 26mnonstop
6:25 am - 7:00 amCLE-ORD
1h 35mnonstop
$158American Airlines
Find Deal
Tue, Mar 11 - Wed, Mar 12
6:25 am - 12:15 pmMDW-CLE
4h 50m1 stop
6:35 pm - 7:00 pmCLE-MDW
1h 25mnonstop
$167Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:35 pm - 10:04 pmORD-CLE
1h 29mnonstop
2:14 pm - 2:48 pmCLE-ORD
1h 34mnonstop
$202United Airlines
Find Deal
Sat, Apr 5 - Mon, Apr 7
10:48 am - 1:12 pmORD-CLE
1h 24mnonstop
6:00 am - 6:38 amCLE-ORD
1h 38mnonstop
$217United Airlines
Find Deal
Tue, Apr 29 - Thu, May 1
11:35 am - 3:29 pmORD-CLE
26h 54m3 stops
4:57 pm - 11:58 pmCLE-ORD
8h 01m1 stop
$220Spirit Airlines
Find Deal
Mon, Feb 24 - Wed, Feb 26
4:19 pm - 1:28 amMDW-CLE
8h 09m1 stop
$55Frontier
Find Deal
Sat, Feb 22
10:22 am - 8:52 pmORD-CLE
9h 30m1 stop
$55Frontier
Find Deal
Mon, Feb 24
5:10 am - 4:55 pmORD-CLE
10h 45m1 stop
$76Spirit Airlines
Find Deal
Tue, Mar 18
1:00 pm - 3:18 pmORD-CLE
1h 18mnonstop
$79United Airlines
Find Deal
Mon, Feb 24
7:25 pm - 9:40 pmMDW-CLE
1h 15mnonstop
$79Southwest
Find Deal
Tue, Feb 25
8:31 pm - 10:56 pmORD-CLE
1h 25mnonstop
$80American Airlines
Find Deal
Mon, Apr 14
5:10 am - 11:15 pmORD-CLE
17h 05m2 stops
$92Spirit Airlines
Find Deal
Wed, Apr 2
5:00 am - 12:05 pmMDW-CLE
6h 05m1 stop
$104Southwest
Find Deal
Sat, Mar 8
9:40 pm - 11:59 pmORD-CLE
1h 19mnonstop
$109United Airlines
Find Deal
Thu, Feb 20
4:04 pm - 6:18 pmORD-CLE
1h 14mnonstop
$160American Airlines
Find Deal
Sun, Feb 16
11:33 am - 8:08 pmMDW-CLE
7h 35m1 stop
7:00 am - 3:13 pmCLE-MDW
9h 13m1 stop
$280Frontier
Find Deal
Mon, Jan 27 - Thu, Jan 30
8:23 pm - 7:09 amORD-CLE
9h 46m1 stop
9:59 pm - 9:27 amCLE-ORD
12h 28m1 stop
$280Frontier
Find Deal
Mon, Jan 27 - Wed, Jan 29
5:50 am - 7:15 pmORD-CLE
12h 25m2 stops
8:20 pm - 5:55 amCLE-ORD
34h 35m3 stops
$358Spirit Airlines
Find Deal
Sat, Jan 25 - Mon, Jan 27
7:00 am - 7:15 pmORD-CLE
11h 15m2 stops
8:20 pm - 5:55 amCLE-ORD
34h 35m3 stops
$387Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
8:20 am - 5:32 pmORD-CLE
8h 12m1 stop
6:44 pm - 7:21 pmCLE-ORD
1h 37mnonstop
$447American Airlines
Find Deal
Fri, Jan 24 - Fri, Jan 24
12:30 pm - 2:49 pmORD-CLE
1h 19mnonstop
11:06 am - 11:40 amCLE-ORD
1h 34mnonstop
$473American Airlines
Find Deal
Mon, Jan 27 - Fri, Feb 7
7:30 am - 9:55 amORD-CLE
1h 25mnonstop
10:58 am - 11:37 amCLE-ORD
1h 39mnonstop
$572United Airlines
Find Deal
Mon, Jan 27 - Mon, Jan 27
8:50 am - 2:06 pmORD-CLE
4h 16m1 stop
6:00 pm - 6:39 pmCLE-ORD
1h 39mnonstop
$581United Airlines
Find Deal
Mon, Jan 27 - Mon, Jan 27
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$584Southwest
Find Deal
Mon, Jan 27 - Mon, Jan 27
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
7:20 pm - 10:25 pmCLE-MDW
4h 05m1 stop
$593Southwest
Find Deal
Mon, Jan 27 - Mon, Jan 27
6:50 pm - 9:05 pmMDW-CLE
1h 15mnonstop
6:35 pm - 7:00 pmCLE-MDW
1h 25mnonstop
$157Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
8:05 am - 10:28 amORD-CLE
1h 23mnonstop
6:50 am - 7:24 amCLE-ORD
1h 34mnonstop
$157American Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
9:55 am - 12:15 pmORD-CLE
1h 20mnonstop
6:50 am - 7:24 amCLE-ORD
1h 34mnonstop
$158American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
8:05 am - 10:28 amORD-CLE
1h 23mnonstop
6:50 am - 7:24 amCLE-ORD
1h 34mnonstop
$159American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
6:50 pm - 9:05 pmMDW-CLE
1h 15mnonstop
6:35 am - 7:05 amCLE-MDW
1h 30mnonstop
$172Southwest
Find Deal
Fri, Feb 14 - Mon, Feb 17
8:20 pm - 10:45 pmORD-CLE
1h 25mnonstop
6:50 am - 7:24 amCLE-ORD
1h 34mnonstop
$172American Airlines
Find Deal
Fri, Feb 14 - Mon, Feb 17
7:35 pm - 10:04 pmORD-CLE
1h 29mnonstop
2:14 pm - 2:48 pmCLE-ORD
1h 34mnonstop
$202United Airlines
Find Deal
Sat, Apr 5 - Mon, Apr 7
10:48 am - 1:12 pmORD-CLE
1h 24mnonstop
6:00 am - 6:38 amCLE-ORD
1h 38mnonstop
$217United Airlines
Find Deal
Tue, Apr 29 - Thu, May 1
10:52 am - 1:13 pmORD-CLE
1h 21mnonstop
2:14 pm - 2:48 pmCLE-ORD
1h 34mnonstop
$262United Airlines
Find Deal
Thu, Mar 27 - Mon, Mar 31
10:52 am - 1:13 pmORD-CLE
1h 21mnonstop
7:30 am - 8:04 amCLE-ORD
1h 34mnonstop
$287United Airlines
Find Deal
Thu, Mar 27 - Sun, Mar 30

American Airlines flights from Chicago to Cleveland

Our best American Airlines deals on Chicago to Cleveland flight tickets
American Airlines
Feb 20
ORD8:05 amChicago O'Hare Intl
1h 23m
CLE10:28 amCleveland Hopkins Intl
Feb 27
CLE6:50 amCleveland Hopkins Intl
1h 34m
ORD7:24 amChicago O'Hare Intl
American Airlines
Mar 11
ORD2:20 pmChicago O'Hare Intl
1h 26m
CLE4:46 pmCleveland Hopkins Intl
Mar 12
CLE6:25 amCleveland Hopkins Intl
1h 35m
ORD7:00 amChicago O'Hare Intl
American Airlines
Feb 14
ORD8:20 pmChicago O'Hare Intl
1h 25m
CLE10:45 pmCleveland Hopkins Intl
Feb 17
CLE6:50 amCleveland Hopkins Intl
1h 34m
ORD7:24 amChicago O'Hare Intl

Frontier flights from Chicago to Cleveland

Our best Frontier deals on Chicago to Cleveland flight tickets
Frontier
Feb 6
MDW7:25 amChicago Midway
11h 42m
1 stop
CLE8:07 pmCleveland Hopkins Intl
Feb 10
CLE6:15 amCleveland Hopkins Intl
9h 47m
1 stop
MDW3:02 pmChicago Midway
Frontier
Mar 11
MDW7:25 amChicago Midway
11h 08m
1 stop
CLE7:33 pmCleveland Hopkins Intl
Mar 12
CLE9:20 amCleveland Hopkins Intl
13h 31m
1 stop
MDW9:51 pmChicago Midway
Frontier
Feb 21
MDW2:41 pmChicago Midway
9h 46m
1 stop
CLE1:27 amCleveland Hopkins Intl
Feb 22
CLE1:34 pmCleveland Hopkins Intl
10h 17m
1 stop
MDW10:51 pmChicago Midway

See travel insights to Cleveland from

How to get the cheapest flight ticket from Chicago to Cleveland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Cleveland?

What is the cheapest month to fly to Cleveland?

In general, May is the cheapest month to fly from Chicago to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $255. If you’re not able to fly to Cleveland in May, then April is your next best option. Flight prices from Chicago to Cleveland during April average around $262.

What is the cheapest day to depart on your flight to Cleveland?

The cheapest day to depart from Chicago to Cleveland is on a Saturday when prices can be found for as low as $266. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Monday is $429.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest Chicago to Cleveland flights are usually those with departure times in the evening. Our users have found flights to Cleveland in the evening for as low as $279. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $320.

What is the cheapest Chicago to Cleveland Hopkins Intl flight route?

Fly from Chicago Midway to Cleveland Hopkins Intl for the best Chicago - Cleveland Hopkins Intl flight prices

How far in advance should I book a flight to Cleveland?

You are more likely to see cheaper flights to Cleveland from Chicago when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $293 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cleveland from Chicago for as low as $135 on momondo.

What cabin class options are available on Chicago to Cleveland Hopkins Intl flights?

There are 4 cabin classes available to choose from on Chicago to Cleveland Hopkins Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Cleveland flight prices changed over time?

As of January 2025, prices for Chicago to Cleveland flights are approximately 172% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Cleveland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Cleveland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Cleveland (CHI to CLE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cleveland

Best Price Found

$55

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago in the past 72 hours is $55. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $110.
The fastest flight from Chicago to Cleveland takes 1h 10m
Direct flights go from Chicago to Cleveland every day.
There is 1 airport near Cleveland: Cleveland Hopkins Intl (CLE)

  • Is flying the fastest way to get from Chicago to Cleveland?

    At 1h 10m, choosing to opt for a flight from Chicago to Cleveland for this trip versus opting for a train from Chicago to Cleveland or a bus from Chicago to Cleveland can save you time on travel.

  • Is flying the cheapest way to get from Chicago to Cleveland?

    A bus from Chicago to Cleveland from $90 can save you up to 19% on the cost of your trip compared to booking a flight from Chicago to Cleveland or a train from Chicago to Cleveland.

  • How far is Chicago to Cleveland Hopkins Intl by plane?

    A flight from Chicago to Cleveland Hopkins Intl will travel around 307.0 mi. In terms of flight time, this usually takes a little over 1h 10m.

  • When did momondo last update prices for flights from Chicago to Cleveland Hopkins Intl Airport?

    Prices for flights from Chicago to Cleveland Hopkins Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Cleveland Hopkins Intl Airport?

  • How old do you have to be to fly from Chicago to Cleveland Hopkins Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The necessary travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Cleveland?

  • What is the most popular airline from Chicago to Cleveland?


Best airlines flying from Chicago to Cleveland

Compare and see reviews for airlines that fly from Chicago to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $116Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
8,975 reviews
Search United Airlines flights
SouthwestPriceFrom $188Free CancellationRating
8.1
4,654 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Cleveland

    Across 16 Southwest flights from Chicago to Cleveland this week, the average price was $400, with the best Southwest deals starting from $188 round-trip. 4,654 users have rated Southwest on momondo, with an average score of 8.1/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 8,975 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 35 times each week, with ticket deals ranging from $157 to $344. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Beachwood
Mansfield
Geneva-on-the-Lake
Elyria
Mentor
Independence
Westlake
Kent
Willoughby
Streetsboro
Wooster
Huron
Cuyahoga Falls
Ashland
Medina
North Olmsted
Painesville
Norwalk
Strongsville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cleveland?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Cleveland. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Cleveland with flexible booking policies on momondo?

Flights from Chicago to Cleveland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Cleveland?

Once you have performed a search for Chicago to Cleveland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Cleveland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Cleveland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cleveland and let you know when they change.


An easier way to manage your Cleveland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 1/27
Mon 2/3
Email me momondo's favorite deals

Find better results for your trip to the United States